Structure of the condensation product of benzalaniline with N,N-dimethylamide of dichloroacetic acid under Darzens reaction conditions

Authors

  • B. А. Мамедов A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Science Center, Russian Academy of Sciences, Kazan 420083
  • И. А. Литвинов A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Science Center, Russian Academy of Sciences, Kazan 420083
  • Ф. Г. Сибгатуллина A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Science Center, Russian Academy of Sciences, Kazan 420083
  • O. H. Катаева A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Science Center, Russian Academy of Sciences, Kazan 420083
  • И. А. Нуретдинов A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Science Center, Russian Academy of Sciences, Kazan 420083
  • В. А. Наумов A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Science Center, Russian Academy of Sciences, Kazan 420083

Abstract

Condensation of benzalaniline with N,N-dimethylamide of dichloroacetic acid under Darzens reaction conditions was used to obtain r-1,t-3-diphenyl-c-2-chloro-2-(N,N-dimethylcarbamoyl)aziridine. The structure was established by X-ray diffraction analysis. Stabilization of the position of the substituents at the atoms of the aziridine ring by the hyperconjugation interaction of the unshared electron pair of the nitrogen atom with the antibonding orbital of the C‒Cl bond is discussed.

How to Cite
Mamedov, V. A.; Litvinov, I. A.; Sibgatullina, F. G.; Kataeva, O. N.; Nuretdinov, I. A.;  Naumov, V. A. Chem. Heterocycl. Compd. 1994, 30, 169. [Khim. Geterotsikl. Soedin. 1994, 189.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01165006

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Published

1994-02-25

Issue

No. 2 (1994)

Section

Original Papers